The Bennett Brothers' Bond: 5 Key Facts About Chance The Rapper And Taylor Bennett’s Unbreakable Chicago Legacy

The dynamic between Chance the Rapper and his younger brother, Taylor Bennett, has always been a compelling narrative within the modern hip-hop landscape. More than just siblings, the two Chicago-born artists represent a powerful, independent movement, often supporting each other's distinct musical and personal journeys.

As of late 2024 and early 2025, the brothers continue to make headlines, whether through teasing new collaborations or celebrating significant personal milestones. Their relationship is a rare glimpse into a close-knit family bond navigating the complexities of fame and the music industry, particularly as they both operate outside the traditional major label system.

Taylor Bennett's Full Biography and Independent Rise

Taylor Bennett, the younger brother of Grammy-winning artist Chance the Rapper, has successfully carved out his own lane as a prominent independent rapper, songwriter, and activist. While he shares a similar Chicago hip-hop heritage with his older sibling, Taylor’s work is marked by an introspective and politically charged style, often addressing social justice and personal identity.

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• Full Name: Taylor Matthew Bennett
• Born: January 19, 1996
• Age (as of 2025): 29
• Birthplace: Chicago, Illinois (Raised in the West Chatham neighborhood)
• Parents: Ken Williams-Bennett (Political Aide to former Chicago Mayor Harold Washington) and Lisa Bennett.
• Sibling: Chancelor Johnathan Bennett (Chance the Rapper)
• Notable Projects: The Taylor Bennett Show (2013 Mixtape), Broad Shoulders (2015), Restoration of an American Idol (2017), THE AMERICAN REJECT (2019), and Coming of Age (2022).
• Personal Life: Taylor Bennett is openly bisexual and a vocal advocate for LGBTQ+ rights, a fact that his older brother publicly supported on social media.

Taylor began his career in 2013 with his debut mixtape, *The Taylor Bennett Show*. His 2015 project, *Broad Shoulders*, garnered significant attention, notably featuring a collaboration with Chance the Rapper. This early work established him not just as "Chance's brother," but as a serious artist with a unique voice and a commitment to the independent spirit of the Chicago music scene.

Recent Collaborations and The 'Gimmie A Call' Tease

The musical collaboration between the Bennett brothers is a highly anticipated event for fans of the Chicago hip-hop sound. While they have worked together in the past—most famously on the track "Broad Shoulders"—new music is always a major talking point.

The Unreleased Track That Caused a Stir

In late 2024, a significant piece of news surfaced that excited the fan base: Taylor Bennett shared an unreleased collaboration with his older brother titled "Gimmie A Call."

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This track, along with a playlist of other unmastered songs, offered a fresh, raw glimpse into the brothers' creative synergy. The sharing of "Gimmie A Call" suggested that while their individual careers are thriving—with Chance working on his highly anticipated 2025 album rollout and tour, and Taylor continuing to push his independent projects—their familial bond is still a source of artistic inspiration.

The track's existence serves as a reminder of their shared musical roots and the distinct, jazz-infused hip-hop style that emerged from their work with Chicago artists like Donnie Trumpet and The Social Experiment.

A Shared Path: Independence and Family Support

One of the most profound aspects of the Bennett brothers' story is their mutual commitment to being independent artists. Both Chance the Rapper and Taylor Bennett have repeatedly eschewed major record label deals, preferring to maintain creative control and ownership of their masters.

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The Power of the Unsigned Artist

This shared philosophy is not merely a business decision; it is a core part of their brand and their identity as Chicago artists. They have openly discussed the benefits and challenges of being unsigned, highlighting their ability to connect directly with their audience and control the narrative of their music.

Their father, Ken Williams-Bennett, a former political aide, has also played an instrumental role in their careers, often serving as a manager or advisor. This involvement underscores the importance of their family unit in their professional success, turning their independent music venture into a true family business.

Chance’s Support for Taylor’s Personal Journey

Beyond the music, Chance the Rapper has consistently been a public pillar of support for his younger brother's personal life. In a widely reported event updated in December 2024, Chance tweeted in support of Taylor Bennett after he publicly came out as bisexual.

This act of unconditional support resonated deeply with fans and the wider LGBTQ+ community, particularly within the often-conservative realm of hip-hop. It showcased the strength of their fraternal relationship, emphasizing that their bond transcends their careers. Taylor has since become one of the most well-known openly bisexual professional rappers, using his platform to speak candidly about his identity and creative process.

The Chicago Influence: Hip-Hop, Politics, and Activism

The city of Chicago is not just a birthplace for the Bennett brothers; it is a foundational entity in their music and activism. Their father's political background as an aide to Mayor Harold Washington instilled in them a strong sense of civic responsibility and community engagement, which is evident in their respective discographies.

Music as a Tool for Social Change

Chance the Rapper's work, particularly his efforts to support Chicago Public Schools (CPS), and Taylor Bennett's focus on social justice themes in his albums like *Restoration of an American Idol*, are direct reflections of their upbringing. They use their status to advocate for local issues, making them more than just entertainers—they are cultural and political figures in their hometown. The brothers' music often features a signature sound—Midwestern hip-hop—that is deeply rooted in the city's rich musical history.

The Bennett brothers' story is a testament to the power of family, independence, and authenticity. As Chance continues his ambitious 2025 tour schedule and album rollout, and Taylor continues to release music as a trailblazing independent artist, their shared legacy in the Chicago hip-hop scene remains one of the most compelling narratives in music today. Their bond, built on mutual respect and creative freedom, ensures that the Bennett name will be synonymous with groundbreaking music for years to come.